Enantioselective PCCP Brønsted Acid Catalyzed Aminalization of Aldehydes

  1. Martin KamlarORCID Logo,
  2. Robert ReibergerORCID Logo,
  3. Martin Nigríni,
  4. Ivana Císařová and
  5. Jan VeselýORCID Logo

Submitting author affiliation: Charles University, Prague, Czech Republic

Beilstein Arch. 2021, 202148. https://doi.org/10.3762/bxiv.2021.48.v1

Published 28 Jun 2021

  • Preprint

Abstract

Here we present an enantioselective aminalization of aldehydes catalyzed by Brønsted acids based on pentacarboxycyclopentadienes (PCCPs).  Cyclization reaction using readily available anthranilamides as building-blocks provides an access to valuable 2,3-dihydroquinazolinones containing one stereogenic carbon center with high degree of enantioselectivities (ee up to 81 %) and excellent yields (up to 97%).

Keywords: Pentacarboxycyclopentadiene; PCCP; Brønsted acid; aminalization; organocatalysis

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When a peer-reviewed version of this preprint is available, this information will be updated in the information box above. If no peer-reviewed version is available, please cite this preprint using the following information:

Kamlar, M.; Reiberger, R.; Nigríni, M.; Císařová, I.; Veselý, J. Beilstein Arch. 2021, 202148. doi:10.3762/bxiv.2021.48.v1

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© 2021 Kamlar et al.; licensee Beilstein-Institut.
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